John Ventimiglia

as Hunter S. Thompson

as Sipple

as John Sirica

as Javier

as Commissioner Milo

as David

as Self

as Tolly

as Tree

as Veebie

as Dormit

as Red Briles

as A Team Leader

as Lou Meshejian

as Detective Eddy Costa

as John

as Father Merrino

as Taxista

as Jack Marchiano

as Self

as Valenti

as Self

as Jackson

as General Humberto Delgado

as Harry Magarac

as Justin Malik

as Mickey Scicoli

as Shrink

as Drazen

as Christopher Zambrano

as Man #1

as Weinstein

as Dino Arbogast

as Burrelli

as Self

as Gary Prima

as Theo Horace / Horatio

as Hero Furillo

as John Constantin

as Justin

as Dr. George

as Gabe

as Nicky Singer

as Raymond Pelagi

as Narrator (voice)

as Ronald Hawk

as Hank Bartlowski at 33

as Dispatch Operator (as John Ventimiglia)

as Narrator (voice)

as Stanley Vespucci

as McInnes

as Bobby Navarro

as Johnny Graziosi

as Anton

as Louie Salazar

as Artie Bucco

as Newark Cab Driver

as Larry

as Alvin

as Tony the Pizza Guy

as Doug

as Man at Party

as Officer V

as Joey / Cop

as Det. Manning

as Eddie

as Johnny

as John Who Likes Lesbians

as Sali

as Andrew

as Tea Dance Bouncer

as Tough Guy

as Driver

as Waterfront Hood

as Angel

as Manuel

as Mr. Dibbens

as Gaydos

as Nick Capetti

as Officer Frank Dietrich

as Band Member #1 (uncredited)